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26 Predictions for 2026 - by Rex Woodbury - Digital Native

digitalnative.tech · 2,962 words · saved by 1 readers

Weekly writing about how technology and people intersect. By day, I’m building Daybreak to partner with early-stage founders. By night, I’m writing Digital Native about market trends and startup opportunities. If you haven’t subscribed, join 70,000+ weekly readers by subscribing here: You know the drill. Last week we graded our 25 Predictions for 2025. Now it’s time to make 26 predictions for 2026. Eventually we’ll have to stop adding a prediction each year, but that’s a problem for down the road. We’ll break our 26 predictions into two parts: 13 predictions this week, 13 predictions next week. This week covers everything from ChatGPT launching ads, to Anthropic IPO’ing, to social media feeds going synthetic. Let’s dive in. This tweet went viral last week: Obviously this isn’t real. But it’s good satire, and it’s not too far off the mark. Will ChatGPT shell KFC when asked for tips on healthy eating? Doubtful. Will ChatGPT run ads? Definitely. In the pursuit of revenue growth to justify

26 Predictions for 2026 From ChatGPT Launching Ads, to Anthropic IPO'ing, to the Year of Generative Media Rex Woodbury Dec 11, 2025 7 Share Weekly writing about how technology and people intersect. By day, I’m building Daybreak to partner with early-stage founders. By night, I’m writing Digital Native about market trends and startup opportunities. If you haven’t subscribed, join 70,000+ weekly readers by subscribing here: Subscribe 26 Predictions for 2026 You know the drill. Last week we graded our 25 Predictions for 2025 . Now it’s time to make 26 predictions for 2026. Eventually we’ll have t

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